4-(Bromoacetyl)benzonitrile → 4-(2-Amino-1,3-thiazol-4-yl)benzonitrile
Reaction equation
Br[CH2:2][C:3]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=1)=O.[NH2:13][C:14]([NH2:16])=[S:15].CC([O-])=O.[Na+]>CCO>[NH2:16][C:14]1[S:15][CH:2]=[C:3]([C:5]2[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][CH:6]=2)[N:13]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
4-(2-Bromo-acetyl)-benzonitrile (2.9 g, 12.9 mmol) was combined with 1.0 g (12.9 mmol) of thiourea. This mixture was suspended in 60 mL of EtOH. To this suspension was added NaOAc (1.4 g, 16.8 mmol). This suspension was stirred at room temperature for 30 minutes. The solvent was evaporated under reduced pressure to yield the desired product.
Workup
- customThe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-0915e36709dc4aa0847f2f605cd6a932
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07595398B2
Reaction notes
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